NPASS drugs

Drug Information

Drug ID:	NPD3582
Drug Name:	Hydroxyethylpromethazine
Molecular Formula:	C19H25N2OS
Canonical SMILES:	OCC[N+](C(CN1c2ccccc2Sc2c1cccc2)C)(C)C
Standard InCHI:	InChI=1S/C19H25N2OS/c1-15(21(2,3)12-13-22)14-20-16-8-4-6-10-18(16)23-19-11-7-5-9-17(19)20/h4-11,15,22H,12-14H2,1-3H3/q+1
Standard InCHIKey:	PDSVTRQOBUIQBQ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3582

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	109
0.1-0.2	4427
0.2-0.3	14621
0.3-0.4	8087
0.4-0.5	3008
0.5-0.6	617
0.6-0.7	17
0.7-0.8	4
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7863	NPC328877
Intermediate Similarity	0.7727	NPC473417
Intermediate Similarity	0.7431	NPC321617
Intermediate Similarity	0.7107	NPC291610
Remote Similarity	0.6577	NPC320863
Remote Similarity	0.6418	NPC218710
Remote Similarity	0.641	NPC229477
Remote Similarity	0.6376	NPC470301
Remote Similarity	0.6308	NPC20322
Remote Similarity	0.6259	NPC475915
Remote Similarity	0.625	NPC474430
Remote Similarity	0.6224	NPC476950
Remote Similarity	0.6148	NPC296163
Remote Similarity	0.6102	NPC134825
Remote Similarity	0.6094	NPC326792
Remote Similarity	0.6087	NPC192209
Remote Similarity	0.6087	NPC31651
Remote Similarity	0.6068	NPC307456
Remote Similarity	0.6053	NPC186284
Remote Similarity	0.6053	NPC22082
Remote Similarity	0.6	NPC470824
Remote Similarity	0.5976	NPC328270
Remote Similarity	0.5973	NPC313352
Remote Similarity	0.5971	NPC313449
Remote Similarity	0.5966	NPC15839
Remote Similarity	0.5962	NPC264589
Remote Similarity	0.5931	NPC273714
Remote Similarity	0.5912	NPC187036
Remote Similarity	0.5909	NPC313362
Remote Similarity	0.5896	NPC302790
Remote Similarity	0.5891	NPC75496
Remote Similarity	0.589	NPC151779
Remote Similarity	0.589	NPC469949
Remote Similarity	0.589	NPC478079
Remote Similarity	0.5887	NPC226143
Remote Similarity	0.5867	NPC184437
Remote Similarity	0.5854	NPC297532
Remote Similarity	0.5845	NPC316582
Remote Similarity	0.5845	NPC302169
Remote Similarity	0.584	NPC470926
Remote Similarity	0.5839	NPC53044
Remote Similarity	0.5833	NPC283130
Remote Similarity	0.5833	NPC328683
Remote Similarity	0.5827	NPC288232
Remote Similarity	0.5827	NPC143156
Remote Similarity	0.5822	NPC252794
Remote Similarity	0.5804	NPC257490
Remote Similarity	0.5779	NPC243162
Remote Similarity	0.5743	NPC328590
Remote Similarity	0.5704	NPC264580
Remote Similarity	0.5704	NPC434
Remote Similarity	0.5704	NPC79618
Remote Similarity	0.5699	NPC182507
Remote Similarity	0.5695	NPC256893
Remote Similarity	0.5683	NPC57051
Remote Similarity	0.568	NPC315403
Remote Similarity	0.5671	NPC315257
Remote Similarity	0.5669	NPC88121
Remote Similarity	0.5664	NPC291962
Remote Similarity	0.5664	NPC177684
Remote Similarity	0.5648	NPC471741
Remote Similarity	0.5636	NPC104345
Remote Similarity	0.5635	NPC78154
Remote Similarity	0.5635	NPC92689
Remote Similarity	0.5633	NPC311330
Remote Similarity	0.5632	NPC133261
Remote Similarity	0.5629	NPC85651
Remote Similarity	0.5625	NPC161956
Remote Similarity	0.5625	NPC112373
Remote Similarity	0.5625	NPC476483
Remote Similarity	0.5625	NPC258531
Remote Similarity	0.5625	NPC212799
Remote Similarity	0.5617	NPC475763
Remote Similarity	0.5617	NPC66936
Remote Similarity	0.5603	NPC66775
Remote Similarity	0.56	NPC287895
Remote Similarity	0.56	NPC9856

Drug Structure

NPD3582 OpenBabel08211703112D 24 26 0 0 1 0 0 0 0 0999 V2000 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 21 1 0 0 0 0 3 21 1 0 0 0 0 4 6 2 0 0 0 0 4 8 1 0 0 0 0 5 7 2 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 16 2 0 0 0 0 9 17 2 0 0 0 0 10 18 2 0 0 0 0 11 19 2 0 0 0 0 12 13 1 0 0 0 0 12 21 1 0 0 0 0 13 22 1 0 0 0 0 14 15 1 0 0 0 0 14 20 1 0 0 0 0 15 21 1 0 0 0 0 16 18 1 0 0 0 0 16 20 1 0 0 0 0 17 19 1 0 0 0 0 17 20 1 0 0 0 0 18 23 1 0 0 0 0 19 23 1 0 0 0 0 22 24 1 0 0 0 0 M CHG 1 21 1 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	329.17
ALogP	-1.0601
MLogP	3.11
XLogP	3.563
HDA	2
HBD	1
Rotatable Bonds	9
TPSA	48.77
RO5 Violation	0